Making vat-dyestuffs.



' the thioglycolic acid into chlor-sulfonic acid;

its STTEATEN mien.

ALBRECHT SCHMIDT AND ERNST BRYK, OF HOOI-l Sf l-ON-'lI-IE-1\i;\ T-N GERMANY, ASSIGNORS TO FARBWERKE VORM. MEISTER LUCIUS &, BRUNING, OI HOPEsT-ON-TllE-llmIN, GER MANY, A CORPORATION OF GERMANY.

MAKING VAT-DYES'DUFFS.

No. 881,624. Specification of Letters Patent. Patented March 10, 1908. Application filed May 22, 1907. Serial No. 375,126.

'To all 'whom it may concern: Y stance, from the corresponding amins, like Be it known that we, ALBRECHT SCHMIDT, asymmetric ineta-xylidinz Ph. D., and ERNST BnYK, Ph. D, chemists," (WEN citizens of the Empncs of Germany and (CHI Austria Hungary, respectively, residing at w cumidin Hochst-olhthe-Maln, Germany, have in- NH2 (1) vented certain new and useful Improve L 7 (new C 3 ments in Making Y ai -Dyestuffs, of which the n following is a specification. y K and by Comblnlng the de 10 "We have found a process of making vat F p n with axitnthogelmm and y lfi 0 dyestuiis by treating such para-methyl sub- 2; h XZmtPOgBHaDQBStGI l stitnted ar *1 thioglycolic acids with chlor- In f f i Instance, sulfonic acid (SO HCl) as are not su'bsticohffl'alkahne l tuted in one ortho positionto the SCH OOOH Example 1 P t y welght of xy ama) 1) g oup and containing atleast one more glycohc amd SCH COOK (1) 6 5 .nieth i group, that 18 to say, tl'noglycollc (4)(CH. ()CH3 I acids having the general constitution: (a)

/S.CH- -VCOOH o obtained, for instance, from asymmetriexylimnio n sigon 4 s v on, 1 i 20 NH2(1)- Y 4 on 011 where n R, It means the lndiiierent rad1- U o eels, hydrogen and methyl. Thus vat dyestnti's are obtained having the formula:

is introduced While cooling into about 2 vol-- C nme parts of chlor-sulfomc acid. On the. 6 0 I :25 (4)(( H;i)U R;It (CIL) evolution of hydrochloric acid dimimslnng S (65 l i and the olive-green coloration no longer'inq oHn1nn woHi) (4 creasing, the mass is Worked up in the afore-' said manner. The dyestuff is a violet powder, insoluble in water, alkalies, dilute mineral acids, soluble in concentrated sulfuric acid with a green color, in hot nitrobenzene with a red-violet color; it dyes cotton in the vat blue-violet.

Example II. 1 part of pseudo cumyl- The process is carried out by intrmlncing according to the thiogl-ycolic acid the mass may he cooledor gently heated, when h drochloric acid is; evolved. On the reaction being complete the Whole is poured on.

35 ice and filtered. morally-0011c ,a'ud

To remove any nnchan 'ed parent mate 3 H 2 H Hal and b rodncts the d estufis are un- (-QCHB/ orn 5 tied. by was ing with hot Water, hot i'lute alkalies and then with hot alcohol. Theymtmdmd t coolmg mm abmt volume parts of chlor-sulfonic acid. The

40 arginsoluble in alkalies. and dilllte temperature hirebv rises gradually and on Lads; treatmentl alkaline rlsducm the reection iodin complete the olive-greenagents, like hydrosulhtes, they are dissolve mags is before described in form of lemon compounds and from this r K dyestufi'havinv g formulm solution (vats) they dye cotton and Wool I V very fast shades varying according to the l K Q/ kind, number and p'ositionof the substitu- 1/ i S (6) j i an ents, as may be seen from the examples given I c CH;,(5)C,H 3 below. (1) CH3) The aforesaid parent materials may be obis a dark violetpowder, insoluble inyvater, 50 tained according; to known methods, for inalkahcs, dilute mineral acid, soluble 1n concentre-ted sulfuric acid with a green color, in hotnitrobenzene with a red-violet color;

' it dyes cotton in the vat blue-violet and wool in more violet shades.

Having now described our invention, what we claim is:

1. The process herein described of making yet dyestufis of the type:

on moo 00(6) CH R../ =c RR 0/ )0 \n s s (1/ mno) which consists in treating arylthioglycolic souls of the type:

' S.CIIQ.LOOH l) (o um ucHo wherein R means hydrogen and methyl, with chlorsulfonic acid.

2. As a new product, the vet dyestuif dyemg cotton blue-violet having the formula: (2)UH;,\ u "/(6)CO\ C()os v a CH 2 wou/ N1 s s n win-(4;

being, insoluble in water, alkalies, dilute acids, soluble. in hot nitrobcnzene with redviolet color, 1n concentrated sulfuric acid with a green color, forming a vat with alkali hydrates from which cotton is dyed in bluevoilet tints.

3. As a new product, the vat dycstuil' dye ing cotton blue-violet having the formula:

ihein insoluble in water, illkfi-llOS, dilute ALBRECHT SCHMIDT. ERNST BR'YK.

Witncscss JEAN Gnoxn,

] CARL Gnuxu. 

